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手性有机氟化合物的催化对映选择性合成:用于催化羰基还原偶联的醇介导氢转移

Catalytic Enantioselective Synthesis of Chiral Organofluorine Compounds: Alcohol-Mediated Hydrogen Transfer for Catalytic Carbonyl Reductive Coupling.

作者信息

Tauber Johannes, Schwartz Leyah A, Krische Michael J

机构信息

University of Texas at Austin, Department of Chemistry, Welch Hall (A5300), 105 E 24 St., Austin, TX 78712, USA.

出版信息

Org Process Res Dev. 2019;23(5):730-736. doi: 10.1021/acs.oprd.9b00035. Epub 2019 Mar 22.

Abstract

Alcohol-mediated carbonyl addition has enabled catalytic enantioselective syntheses of diverse fluorine-containing compounds without the need for stoichiometric metals or discrete redox manipulations. Reactions of this type may be separated into two broad categories: redox-neutral hydrogen auto-transfer reactions wherein lower alcohols and n-unsaturated pronucleophiles are converted to higher alcohols and corresponding 2-propanol mediated carbonyl reductive couplings.

摘要

醇介导的羰基加成反应能够实现多种含氟化合物的催化对映选择性合成,而无需化学计量的金属或离散的氧化还原操作。这类反应可分为两大类:氧化还原中性氢自动转移反应,其中低级醇和n-不饱和亲核前体转化为高级醇,以及相应的2-丙醇介导的羰基还原偶联反应。

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